Book in Fall · Travel in Winter

Trending for Winter 2026–27.

The best winter trips are planned months in advance — the finest rooms, permits, and guides go to the travelers who booked early. Here's where to go, and why now is the moment to start.

This Season's Booking Window

Where to go in Winter.

Japan — Tokyo · Kyoto · Osaka

10–14 Days

Japan

Tokyo · Kyoto · Osaka

CulturalFoodie

Cherry blossoms in spring, snow-dusted temples in winter — Japan rewards every season with something extraordinary and deeply human.

Why book now

Cherry blossom season is Japan’s busiest window. Ryokans and top Tokyo hotels open up roughly 6 months out — and go fast.

Morocco — Marrakech · Fez · Sahara

8–12 Days

Morocco

Marrakech · Fez · Sahara

AdventureCultural

Labyrinthine medinas, saffron-scented souks, and the surreal quiet of sleeping under a billion stars in the Sahara.

Why book now

The best desert camps are small by design. Booking now secures a luxury tent before the prime winter season fills.

The Maldives — North Malé · Baa Atoll · Ari Atoll

5–8 Days

The Maldives

Luxury Overwater Experience

LuxuryRomance

Overwater villas suspended above glass-clear lagoons. The kind of place where 'doing nothing' actually takes your breath away.

Why book now

Festive-season and winter overwater villas are the most requested rooms on earth. Early planners get the pick of the atolls.

Planning further out?

Already thinking about Spring 2027? These destinations shine then — tap one to preview:

The Early-Booking Advantage

Six months from now, you'll be glad you started today.

Last-minute searching means picking from what's left. Booking ahead with an advisor means first choice of rooms, sailings, and flight times — often at the same base rate, with added-value perks where available (subject to availability and implies no guarantee).